10-硫杂-8-氮杂双环[5.3.0]癸-1,3,5,7-四烯-9-酮 | 25946-69-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 10-硫杂-8-氮杂双环[5.3.0]癸-1,3,5,7-四烯-9-酮
• 英文名称: 2H-cyclohepta[d]thiazol-2-one
• 英文别名: 2H-cycloheptathiazol-2-one；2h-Cyclohepta[d][1,3]thiazol-2-one；cyclohepta[d][1,3]thiazol-2-one
• CAS: 25946-69-4
• 化学式: C₈H₅NOS
• 分子量: 163.2
• InChiKey: RMCAUKPOUZTMOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.7
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  10-硫杂-8-氮杂双环[5.3.0]癸-1,3,5,7-四烯-9-酮 在 劳森试剂 、 sodium hydride 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  Preparation of New Heptafulvenes and the Related Compounds Derived from 2H-Cyclohepta[d]thiazol-2-one and -2-thione

  摘要：

  2H-Cyclohepta[d]thiazol-2-one reacted with dimethyl malonate in the presence of sodium hydride to generate the 6- and 4-adducts, which were oxidized by DDQ to afford a 2-thiazolone-fuzed heptafulvene and a tricyclic compound, respectively. The reaction of 2H-cyclohepta[d]thiazol-2-thione under the same addition conditions gave the similar 6- and 4-adducts. Oxidation of each separated adducts afforded the corresponding regioisomeric heptafulvene disulfides with thiazole rings, respectively.

  DOI：

  10.3987/com-13-s(s)96
• 作为产物：
  描述：

  2-Cyanamino-tropon-Natriumsalz 在 盐酸 、 硫化氢 、 硝酸 作用下， 生成 10-硫杂-8-氮杂双环[5.3.0]癸-1,3,5,7-四烯-9-酮
  参考文献：
  名称：

  Watatani,M., Chemical and pharmaceutical bulletin, 1968, vol. 16, # 8, p. 1503 - 1512

  摘要：

  DOI：

文献信息

• Regioselective Nucleophilic Substitution of 5-Bromo-2-methoxytropone
  作者：Ohki Sato、Ai Nitta、Ami Yamamoto

  DOI：10.1002/hc.21201

  日期：2014.11

  The reaction of 5-bromo-2-methoxytropone with O- and N-nucleophiles, such as ethanol/potassium carbonate, sodium hydroxide, diethylamine, propylamine, p-chloroaniline/triethylamine, and p-phenylenediamine/triethylamine, gave corresponding 2-O- and 2-N-substituted troponoids. Alkyl diamines reacted with the substrate to produce bis(2-aminotropone)s. In the case of S-nucleophiles as 1-propanethiol, thiophenol

  5-溴-2-甲氧托酮与O-和N-亲核试剂，如乙醇/碳酸钾、氢氧化钠、二乙胺、丙胺、对氯苯胺/三乙胺和对苯二胺/三乙胺反应，得到相应的2-O - 和 2-N-取代的肌钙蛋白。烷基二胺与底物反应生成双（2-氨基托酮）。在 S-亲核试剂如 1-丙硫醇、苯硫酚和 4-氨基苯硫酚与碱的情况下，在 5 位发生区域选择性取代。卤化试剂、三苯基二溴正膦及其二氯类似物分别提供 2,5-二溴和 2,5-二氯托酮。
• [2p + 2s] and [8p + 2s] Types Cycloaddition Reactions of Aza-, Thio-, and Thiaza-azulen-2(1H)-one Derivatives with Naphtho[b]cyclopropene: Effects of Solvents and Ytterbium Complex
  作者：Katsuhiro Saito、Naoko Ito、Shinichi Ando

  DOI：10.3987/com-01-s(k)19

  日期：——

  Reactions of naphtho[b]cyclopropene with 1-aza- or 1-thiaazulene-2(1H)-one derivatives in chloroform under the presence of a catalytic amount of ytterbium complex afforded [2 π + 2 σ] type cycloaddition products. The analogous reactions of the cyclopropene with a 1-thia-3-azaazulene-2(1H)-one derivative gave an [8 π + 2 σ] type cycloadduct. These reactions were considered to proceed via ionic processes

  在催化量的镱配合物存在下，萘并[b]环丙烯与 1-aza- 或 1-thiaazulene-2(1H)-one 衍生物在氯仿中的反应得到 [2 π + 2 σ] 型环加成产物。环丙烯与 1-thia-3-azaazulene-2(1H)-one 衍生物的类似反应得到 [8 π + 2 σ] 型环加合物。这些反应被认为是通过离子过程进行的，其中 azulene-2(1H)-one 衍生物分别充当 2π 和 8 π 组分。另一方面，环丙烯与1-azaazulene-2(1H)-one衍生物在苯中的反应通过协同过程产生了另一种类型的[8 π + 2 σ]型环加合物。
• Thiazole/Thiazolone-Fused Cycloheptatrienyl Phosphonates: Reactions of 2H-Cyclohepta[d]thiazole-2-thione and -2-one with Phosphites
  作者：Ohki Sato、Ikumi Suzuki

  DOI：10.3987/com-14-s(k)100

  日期：——

  2H-Cyclohepta[d]thiazole-2-thione reacted with either trimethyl or dimethyl phosphite to furnish dimethyl 2-methylthio-4H-cyclohepta[d]thiazole-4-phosphonate and the regioisomers, 6- and 8-phosphonates. In the reaction with triphenyl phosphite, the successive S-methylation by methyl iodide and hydrolysis afforded an isomeric mixture of diphenyl 4-, 6- and 8-phosponates. Treatment of the oxygen analogue, 2H-cyclohepta[d]thiazol-2-one and triphenyl/diphenyl phosphite with/without hydrolysis gave diphenyl 3,4-dihydro-2H-cyclohepta[d]thiazol-2-one-4-phosphonate and the isomeric 6- and 8-phosphonates.
• Convenient Preparation of Heteroazulenes by the Reaction of 2-Aminotropone with Heterocumulenes in the Presence of a Base
  作者：Makoto Nitta、Yuhki Mitsumoto

  DOI：10.3987/com-01-9322

  日期：——
• Abe, Noritaka; Nishiwaki, Tarozaemon; Shigematsu, Mitsuharu, Journal of the Chemical Society. Perkin transactions I, 1982, # 12, p. 2881 - 2884
  作者：Abe, Noritaka、Nishiwaki, Tarozaemon、Shigematsu, Mitsuharu

  DOI：——

  日期：——